Vermont

8 of the Most Charming Small Towns to Visit in Vermont

Published

2 years ago

May 12, 2024

8 of the Most Charming Small Towns to Visit in Vermont

In the New England region of Northeast America lies a landlocked state, also dubbed the Green Mountain State, popular for the forests that corner it, the mountainous terrain that includes the famous Green Mountains, and its much-respected maple syrup.

Known for its liberal politics, Vermont also happens to be the second least populous state in the United States of America. This state is a regular tourist spot as thousands of people from different parts of the world throng in, especially during fall, to witness its fall foliage.

The natural landscape of Vermont is an immersive and exciting experience for tourists. This state’s small size and population make it the ideal vacation destination, as you can enjoy the charm and idyllic nature of the town. If you want to visit Vermont for leisure, then you should check out these eight charming towns that will make your holiday worthwhile.

Waitsfield

Aerial View of Waitsfield, Vermont, and the Mad River along Scenic Route 100 in Autumn.

Situated along the Mad River Valley, which provides water power for the town’s mills, Waitsfield was created in February 1782 by a small Vermont charter and later named after General Benjamin Wait. Waitsfield has since evolved from an agrarian town to being a desired tourist destination popularly known for its ski resorts.

For an unforgettable experience, you have to begin at Mad River Glen, which has one of the most unique and challenging ski experiences in the East. The town is really invested in skiing, and you would meet most of the locals there.

You could also experience the arts and culture scene in Waitsfield at the Big Picture Theater and Cafe and the Mad River Glass Gallery. For the best hiking and biking experience, you should pay a visit to the Mad River Path, as it has a network of trails that you would not find anywhere in the country.

Bennington

Founded in 1749 and located in southwest Vermont is Bennington, one of the earliest settlements in Vermont, which is famous for its role in the Revolutionary War, particularly the 1777 Battle of Bennington. Following the war, the Battle of Bennington monument was erected to commemorate the victory.

The monument is the tallest structure in Vermont, and visitors can get a view of the obelisk from a distance.

The Bennington Museum has an impressive collection of artifacts and art, such as the Grandma Moses collection, which is an ideal spot for history enthusiasts. You can also visit the Bennington Center for Arts to see more paintings and collections.

Willow Park, downtown Bennington, has a large playground for kids, an 18-hole disc golf course, and athletic fields, which you can visit during the day. You might also like to visit Bennington College and Burt Henry Covered Bridge to learn about the great history of the town.

Manchester

Just thirty minutes off Bennington is Manchester, the second shire county in Bennington, Vermont. This town is the favorite tourist destination for folks coming from New York and Connecticut looking for a place to stay away from the hustle and bustle of the city.

Amongst the many landmarks and attractions in Manchester is the Hildene Mansion. The Georgian Revival-style mansion is the summer home of Robert Todd Lincoln, the only child of President Abraham Lincoln.

Mount Equinox is one of the popular sights in the town and is good for hiking. In Manchester, the Riverwalk offers a scenic exploration along the West Branch of the Battenkill, distinct from the nearby Mount Equinox, where the Southern Vermont Arts Center (SVAC) provides cultural enrichment with art exhibitions and collections from regional artists such as Robert Strong Woodward and Ogden Pleissner.

Woodstock

Chartered in 1761, Woodstock is the shire town of Windsor County. The rapid development of Woodstock was due to the abundant water power of the Ottauquechee River, which also facilitated the development of various mills along the river path.

The town’s unwavering commitment to preserving and appreciating the natural environment has earned it the status of the prettiest small town in America, as its scenic mountain and forest backdrop is constantly maintained. Sites of interest in Woodstock include the Marsh-Billings-Rockefeller National Park, which provides amazing insights into America’s history.

The Lincoln-covered bridge built in 1877 will grab your attention if you are a history buff, as well as the Billings Farm and Museum, which provides visitors an opportunity to learn about sustainable farm practices and 19th-century farm activities. Woodstock Historical Society & Dana House Museum houses paintings, textiles, and clothing that you might love.

Brattleboro

Sited in southeast Vermont, Brattleboro is a charming town with a rich history and a vibrant arts scene. Popularly known as the Gateway to Vermont, Brattleboro offers visitors a perfect blend of cultural attractions and outdoor adventures.

The Brattleboro Museum & Art Center is a popular attraction in town as it showcases contemporary art exhibitions and gives insight into regional history. For outdoor enthusiasts, the nearby Connecticut River offers opportunities for kayaking, fishing, and scenic boat tours. The Gibson Aiken Center and Living Memorial Park are great spots to host the family.

Brattleboro hosts various festivals and events to celebrate the town’s culture and heritage, and you do not want to miss them. The Strolling of the Heifers Parade is held annually in June. This unique parade features colorful floats, live music, and herds of decorated cows, referencing Vermont’s agricultural heritage.

St. Johnsbury

Located in Vermont’s idyllic Northeast Kingdom, St. Johnsbury is a charming town renowned in history and surrounded by natural beauty. In the mid-19th century, it was a minor manufacturing center for scales and Maple syrup.

The town is deeply connected to its roots and places such as St. Johnsbury Athenaeum, a historic library and art gallery where you can see a collection of fine art and rare books, and the Fairbanks Museum and Planetarium, where visitors can explore exhibits on natural history, science is a must-visit location.

Outdoor enthusiasts will appreciate the nearby trails of the Kingdom Trails network for hiking, biking, and cross-country skiing. Cherry House Bed and Breakfast and Fairbanks Inn are spots in town where you can enjoy the food and hospitality of the town.

St. Johnsbury hosts the Colors of the Kingdom Autumn in September, during which you can enjoy live music, craft vendors, and seasonal activities.

Windsor

Nestled in the Green Mountains is a charming town, also known as the birthplace of Vermont. This town is called Windsor, and its history dates back to the colonial era. Interestingly, Windsor is home to the Old Constitution House, which housed the creation of Vermont’s first constitution, which was adopted in 1777.

Do not miss an opportunity to visit the American Precision Museum for a glimpse into the innovation and manufacturing history of America. The Ascutney Trails are perfect for hiking and mountain biking and getting acquainted with stunning views of the countryside.

Windsor also hosts several festivals, such as the Vermont History Expo in June, where visitors can immerse themselves in Vermont’s rich cultural heritage. In September, the town comes alive with the annual Vermont Golden Honey Festival, celebrating the state’s beekeeping industry.

Newport

Newport is said to be the most charming town in all of Vermont. By experiencing the stunning views of the mountainside, you would tell a tale of the most beautiful place you have seen.

The all-year-round recreational nature of this town makes it a popular destination for both outdoor and nature enthusiasts. For the best local food and accommodation, try the Newport Motel, Derby Four Seasons, or Tavern on the Hill. For outdoor adventure, the incredible Mount Pisgah State Park has miles of hiking trails overlooked by the breathtaking sights of Lake Memphremagog and the surrounding countryside. Be sure to experience the annual Winter Festival in February and the Newport Jazz Festival in the summer, where you can enjoy excellent jazz music from world-renowned musicians. Do not miss a visit to the MAC Center for the Arts, where the works of local artists and artisans are displayed.

Discover Vermont’s Quiet Charm

If you enjoy beautiful landscapes and small charming towns, Vermont is your ideal destination. With a rich historical connection, tranquility, and beautifully colored horizons, Vermont offers a breathtaking yet simple getaway from whatever may stress you. These towns are the finer things of life on a platter of gold. You should take up this offer and live life to the fullest and best, even if it is for just a while.

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Vermont

6 of the Quirkiest Towns in Vermont

Published

23 minutes ago

March 4, 2026

Press Room

Vermont is, for many visitors, the postcard-perfect New England state. A part of the United States since 1791, the first to join the Union after the Thirteen Original Colonies, Vermont has many unique, and sometimes quirky, features. The place has attracted artists and other creative geniuses, some of them decidedly eccentric, from its earliest days. The natural parts of Vermont, like the famous Lake Champlain, offer unusual points of interest for visitors and locals alike. With a state as rich in traveling attractions, it should be little wonder that some of them come with a quirk or two.

Montpelier

Summer Farmers Market in Montpelier, Vermont. Editorial credit: Phill Truckle / Shutterstock.com

Montpelier, while being Vermont’s charming capital, is the tiniest among all US state capitals with just around 8,000 residents. For comparison, the second-smallest, Pierre in South Dakota, has a population of about 14,000. Established in 1787, this historic town warmly welcomes visitors with a variety of landmarks, including the Vermont History Museum and the sprawling 200-acre Hubbard Park. The State House is also open to the public for tours. Just a short drive west, less than an hour away, lies Lake Champlain, one of the Northeast’s most beloved watersides.

The town’s name pays homage to Montpellier, a beautiful city in southern France. This naming reflected the high regard for France at the time, especially for their support during the US War of Independence. Interestingly, Montpelier has experienced its share of flooding, with significant damage occurring in the years 1927, 1992, and most recently in 2023.

Elmore

Elmore, a charming small town in Lamoille County with fewer than 900 residents, is a favorite spot for autumn leaf-peepers. Located north of Montpelier, this peaceful town has its own unique charm, including several local landmarks sharing the name ‘Elmore,’ which adds to its character. It’s important to note that Elmore town is separate from East Elmore. To the west, Elmore Mountain overlooks the area, while Elmore State Park lies just north of the town itself. Enjoying waterside beauty, Elmore Lake is often listed among Vermont’s most picturesque lakes, with its waters flowing into the Lamoille River through Elmore Pond Brook. Like Montpelier, Elmore is situated east of Lake Champlain. For those seeking a more bustling scene or a change of pace, the vibrant city of Burlington, just an hour’s drive west, makes for a perfect day trip or weekend getaway.

Stowe

Stowe, with a lively population of 5,300, is Vermont’s top spot for adrenaline seekers and the eccentrics among us, earning its reputation as the state’s premier ski and snowboard destination. The Stowe Mountain Resort proudly calls itself the “ski capital of the east”—that’s the eastern United States. Nestled near the breathtaking Mount Mansfield, Stowe offers more than just winter fun; warmer months bring plenty of activities like hiking and mountain biking in the beautiful Cady Hill Forest.

The town also has a rich history, being the home of Jake Burton Carpenter (1954-2019), the visionary behind Burton Snowboards and a trailblazer in making snowboarding an international sport. While some might have called him eccentric when he launched his company in 1977, today he’s celebrated as a true pioneer whose legacy keeps inspiring young snow sports enthusiasts, like those at Mount Mansfield Winter Academy, a special school dedicated to nurturing the next generation of champions.

Manchester

Manchester, a town with 4,500 residents located in southwest Vermont, is popular among art and architecture enthusiasts. It features Hildene, the estate of Abraham Lincoln’s son Robert, which boasts an impressive Georgian Revival house and grounds. The town’s American Museum of Fly Fishing showcases numerous rods, flies, and related gear, attracting many superstitious anglers. Manchester is also home to Orvis, a renowned fishing and clothing company. The Southern Vermont Arts Center hosts exhibitions, and includes a sculpture garden and performance space. Nature lovers should visit Mount Equinox, west of town, or explore the Green Mountain National Forest to the south.

Eccentric fact: Jonathan Goldsmith, known for portraying “The World’s Most Interesting Man” in Dos Equis commercials, resides in Manchester. Stay quirky, my friends.

Brattleboro

Brattleboro, with a population of 12,100, sits along the Connecticut River and features a variety of attractions and oddities. Located just west of New Hampshire—in which the Connecticut River forms the border—and just north of Massachusetts, the town is an ideal midpoint for exploring the wider New England region. Outdoor enthusiasts will appreciate Fort Dummer State Park, welcoming hikers, bikers, and campers alike. Among the more renowned eccentric figures in history, British writer Rudyard Kipling moved to Brattleboro after marrying a Vermont woman in 1892. Their home, Naulakha, references his birth and childhood in India. Kipling believed that Brattleboro’s conservative small-town culture created an

Woodstock

Woodstock, a town with 3,000 residents located in upstate New York, is separate from the famous 1969 cultural event. This southeastern town attracts architecture enthusiasts, particularly for the First Congregational Church, built in 1807 and featuring a bell cast by American revolutionary Paul Revere, and the Norman Williams Public Library, completed in 1884. For outdoor activities, visitors can walk in Woodstock Town Forest, located south of the town, or enjoy panoramic views from the Marsh Billings Rockefeller National Historical Park, the only part of the US National Park system in Vermont besides the Appalachian Trail. Recently, Woodstock has modernized its infrastructure with digital technology, launching the “Wireless Woodstock” initiative in 2011, which provides free Wi-Fi across the entire town. It’s not quirky; it’s just cool.

Vermont’s Quirky Small Towns May Also Be Its Best

These small Vermont towns show the state’s sometimes quirky, but never boring character. Architecture fans will find unusual, beautiful examples state-wide. Montpelier is an oddly pint-sized capital with heavyweight history. Brattleboro has long attracted strange, sometimes brilliant types, whether foreign or domestic. Manchester is interesting enough for the World’s Most Interesting Man. And with abundant natural parks, the Green Mountains, and the majesty of Lake Elmore and Lake Champlain, the quirks of Vermont’s best features should attract even the most straight-laced visitors.

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Vermont

Vermont postal worker allegedly threw away mail she was supposed to deliver for months

Published

12 hours ago

March 4, 2026

Press Room

Vermont postal worker allegedly threw away mail she was supposed to deliver for months

Crime

During a search of a dumpster where the worker allegedly discarded the mail, police found several packages and holiday cards.

A Vermont postal worker was cited and suspended for allegedly throwing away mail that was supposed to be delivered to other people, according to police.

Natasha Morisseau, 34, of North Troy, was cited on nine counts of petty larceny and five counts of unlawful mischief, Vermont State Police said in a statement. She works as a mail carrier for the town’s United States Postal Service (USPS) office.

Officers were first alerted to the discarded mail on the afternoon of Jan. 23, according to police. Upon finding the mail in a dumpster on Elm Street in North Troy, they determined that none of it was for that address.

Police identified Morisseau as a person of interest and learned that she was a postal employee. They confirmed that she had regularly been throwing away a small amount of mail under her care since at least October 2025, according to the statement.

After searching the dumpster and Morisseau’s mail vehicle, officers found opened and unopened packages, along with several holiday cards, one of which contained money. Morisseau was later cited Feb. 14 and is due to appear March 17 in Vermont Superior Court, police said.

Since Jan. 23, Morisseau has been suspended by USPS, and all recovered mail has been given back to them for delivery, according to the statement. The case has been forwarded to the USPS’ Inspector General for further review.

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Vermont

Vermont Air National Guard joins Iran campaign – The Boston Globe

Published

1 day ago

March 3, 2026

Press Room

Vermont Air National Guard joins Iran campaign – The Boston Globe

On a typical day, some of the 20 stealth fighter jets based in South Burlington, Vt., take off from tiny Burlington International Airport for training runs near the northern border. In recent months, they’ve flown much farther afield.

The Vermont Air National Guard’s 158th Fighter Wing was deployed in December to the Caribbean, where it took part in the US campaign to capture Venezuelan President Nicolás Maduro. Shortly thereafter, the squadron joined a military buildup in and around the Middle East to prepare for US and Israeli airstrikes against Iran.

Though both deployments had been widely reported, the military remained mum about the whereabouts of Vermont’s F-35A Lightning II jets. Even Governor Phil Scott, technically the commander of the Vermont Guard, said he only knew what he’d read in the news, given that US military leaders were directing the missions.

On Monday, General Dan Caine, chairman of the Joint Chiefs of Staff, confirmed the deployments at a Pentagon press conference about the war on Iran. Caine praised National Guard members from Vermont, Wisconsin, and elsewhere.

“In the case of the Vermont Air National Guard and the 158th Fighter Wing, they were mobilized for Operation Absolute Resolve,” Caine said, referring to the Venezuela campaign. “And then were tasked to take their F-35As across the Atlantic instead of going home, to be prepared to support this operation” in the Middle East.

Much remains unknown about the Vermont Guard’s recent missions, including the precise role they played in Venezuela and Iran, where the jets are currently based, and how long they’ll remain.

The Guard did not immediately respond to requests for comment., Its recently elected leader, General Henry “Hank” Harder, said in a statement that the force was “proud of the dedicated and professional service of our Airmen” and pledged to support their families in the meantime.

“We will continue to carry out our commitment to these Vermont Service Members until, and long after, they return from this mission,” Harder said.

Vermont’s three-member congressional delegation, meanwhile, has praised Vermont Guard members for their service in Venezuela but has criticized President Trump’s campaigns there and in Iran, particularly absent congressional authorization.

“The people of our country, no matter what their political persuasion, do not want endless war,” said Senator Bernie Sanders, an independent, echoing similar remarks from Senator Peter Welch and Representative Becca Balint, both Democrats. “We must not allow Trump to force us into another senseless war. No war with Iran.”

Paul Heintz can be reached at paul.heintz@globe.com. Follow him on X @paulheintz.

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